5,7-Dihydroxy-6-[2-hydroxy-5-(7-hydroxy-5-methoxy-4-oxo-2,3-dihydrochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: c1036aa3-fb71-4b83-acae-5ccd2d3a6613
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-6-[2-hydroxy-5-(7-hydroxy-5-methoxy-4-oxo-2,3-dihydrochromen-2-yl)phenyl]-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC(=C(C=C3)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC(=C(C=C3)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O)O
• InChI: InChI=1S/C31H22O10/c1-39-25-9-17(33)10-26-29(25)21(36)11-24(41-26)15-4-7-19(34)18(8-15)28-20(35)13-27-30(31(28)38)22(37)12-23(40-27)14-2-5-16(32)6-3-14/h2-10,12-13,24,32-35,38H,11H2,1H3
• InChI Key: PENVZGWIOSIDJF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₂O₁₀
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.12129689 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9439	94.39%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8202	82.02%
OATP2B1 inhibitior	-	0.5613	56.13%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7874	78.74%
P-glycoprotein inhibitior	+	0.8288	82.88%
P-glycoprotein substrate	-	0.5340	53.40%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6215	62.15%
CYP2C9 inhibition	+	0.7453	74.53%
CYP2C19 inhibition	+	0.7001	70.01%
CYP2D6 inhibition	-	0.7218	72.18%
CYP1A2 inhibition	+	0.6852	68.52%
CYP2C8 inhibition	+	0.8447	84.47%
CYP inhibitory promiscuity	+	0.5646	56.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8305	83.05%
Skin irritation	-	0.7213	72.13%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6732	67.32%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9406	94.06%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6882	68.82%
Acute Oral Toxicity (c)	III	0.6320	63.20%
Estrogen receptor binding	+	0.8573	85.73%
Androgen receptor binding	+	0.8671	86.71%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.8092	80.92%
Aromatase binding	-	0.5474	54.74%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.7920	79.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.22%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.51%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.30%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.95%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.33%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.25%	99.15%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	95.18%	97.03%
CHEMBL3194	P02766	Transthyretin	94.08%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.74%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	91.42%	98.35%
CHEMBL3438	Q05513	Protein kinase C zeta	90.62%	88.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.08%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.17%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.22%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.72%	85.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.48%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.60%	91.71%
CHEMBL4208	P20618	Proteasome component C5	81.77%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.67%	98.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.92%	99.17%
CHEMBL2535	P11166	Glucose transporter	80.63%	98.75%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.18%	89.23%

Plants that contains it

• Selaginella lepidophylla

Cross-Links

• PubChem: 76333670
• LOTUS: LTS0195087
• wikiData: Q103815902